Introducing Lipophilicity to (Polyhydroxyalkyl) thiazolidine Carboxylic Acids Via Acylation
| dc.contributor.author | Novo Fernández, Olalla | |
| dc.contributor.author | Oliveros Gómez, Diego Fernando | |
| dc.contributor.author | Balcells Fluvià, Mercè | |
| dc.contributor.author | Canela i Garayoa, Ramon | |
| dc.contributor.author | Méndez Arteaga, Jonh Jairo | |
| dc.contributor.author | Eras i Joli, Jordi | |
| dc.date.accessioned | 2022-05-16T11:06:19Z | |
| dc.date.available | 2022-05-16T11:06:19Z | |
| dc.date.issued | 2022 | |
| dc.description.abstract | he therapeutic efficacy of bioactive compounds isrelated to their bioavailability. In turn, the bioavailability dependson the equilibrium between the hydrophilicity and the lipophilicity.2(R,S)-(Polyhydroxyalkyl)thiazolidine-4(R)carboxylicacids(TCAs), obtained from the condensation ofL-cysteine and analdose, have been recognized as nontoxic precursors of glutathionewith important preventive and therapeutic effects. The bioavail-ability of these compounds can be improved by enhancing theirlipophilicity. This can be achieved by the introduction of some acylgroups derived from fatty acids via esterification of the aldosehydroxyl groups. With this purpose four new compounds weresynthesized through a selective palmitoyl acylation ofD-(−)-ribose andD-(+)-glucose and subsequent condensation withL-cysteine.In addition, the log P of the new compounds was calculated as a measure of the lipophilicity, and in vitro 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) tests were performed as a measure of the antioxidant capability. | ca_ES |
| dc.description.sponsorship | The authors are grateful to Ministerio de Educación, Cultura y Deportes of Spain (FPU program, AP2010-1806) and to DBA Center for the UdL postdoc grant of O.N.F | ca_ES |
| dc.identifier.doi | https://doi.org/10.1021/acsomega.1c07078 | |
| dc.identifier.idgrec | 032243 | |
| dc.identifier.uri | http://hdl.handle.net/10459.1/83295 | |
| dc.language.iso | eng | ca_ES |
| dc.publisher | American Chemical Society | ca_ES |
| dc.relation.isformatof | Reproducció del document publicat a https://doi.org/10.1021/acsomega.1c07078 | ca_ES |
| dc.relation.ispartof | ACS Omega, 2022, vol. 7, núm. 13, p. 11075–11081 | ca_ES |
| dc.rights | cc-by-nc-nd (c) Novo, et al., 2022 | ca_ES |
| dc.rights.accessRights | info:eu-repo/semantics/openAccess | ca_ES |
| dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | * |
| dc.subject | Organic reactions | ca_ES |
| dc.subject | Carbohydrates | ca_ES |
| dc.subject | Acyls | ca_ES |
| dc.subject | Bioavailability | ca_ES |
| dc.subject | Reaction products | ca_ES |
| dc.subject.other | Química bioorgànica | ca_ES |
| dc.subject.other | Reaccions químiques | ca_ES |
| dc.title | Introducing Lipophilicity to (Polyhydroxyalkyl) thiazolidine Carboxylic Acids Via Acylation | ca_ES |
| dc.type | info:eu-repo/semantics/article | ca_ES |
| dc.type.version | info:eu-repo/semantics/publishedVersion | ca_ES |